JP5509674B2 - トリアリルイソシアヌレート及びその製造方法 - Google Patents
トリアリルイソシアヌレート及びその製造方法 Download PDFInfo
- Publication number
- JP5509674B2 JP5509674B2 JP2009125334A JP2009125334A JP5509674B2 JP 5509674 B2 JP5509674 B2 JP 5509674B2 JP 2009125334 A JP2009125334 A JP 2009125334A JP 2009125334 A JP2009125334 A JP 2009125334A JP 5509674 B2 JP5509674 B2 JP 5509674B2
- Authority
- JP
- Japan
- Prior art keywords
- type
- trans
- cis
- taic
- triallyl isocyanurate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Links
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 title claims description 33
- 238000004519 manufacturing process Methods 0.000 title claims description 15
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 19
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims description 17
- UOORRWUZONOOLO-OWOJBTEDSA-N (E)-1,3-dichloropropene Chemical compound ClC\C=C\Cl UOORRWUZONOOLO-OWOJBTEDSA-N 0.000 claims description 14
- UOORRWUZONOOLO-UHFFFAOYSA-N telone II Natural products ClCC=CCl UOORRWUZONOOLO-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 3
- 239000002994 raw material Substances 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 238000005829 trimerization reaction Methods 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims 1
- 238000000034 method Methods 0.000 description 15
- 239000000126 substance Substances 0.000 description 14
- 150000004045 organic chlorine compounds Chemical class 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 8
- 239000012535 impurity Substances 0.000 description 8
- ZVCDLGYNFYZZOK-UHFFFAOYSA-M sodium cyanate Chemical compound [Na]OC#N ZVCDLGYNFYZZOK-UHFFFAOYSA-M 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000004821 distillation Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 4
- 239000003566 sealing material Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 241000257303 Hymenoptera Species 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- HXBPYFMVGFDZFT-UHFFFAOYSA-N allyl isocyanate Chemical compound C=CCN=C=O HXBPYFMVGFDZFT-UHFFFAOYSA-N 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- -1 chlorine ions Chemical class 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 2
- 239000012776 electronic material Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- PPKPKFIWDXDAGC-NSCUHMNNSA-N (e)-1,2-dichloroprop-1-ene Chemical compound C\C(Cl)=C/Cl PPKPKFIWDXDAGC-NSCUHMNNSA-N 0.000 description 1
- ILUSMKXTLSNIRA-UHFFFAOYSA-N 1,3,5-triazinane-2,4,6-trione Chemical compound O=C1NC(=O)NC(=O)N1.O=C1NC(=O)NC(=O)N1 ILUSMKXTLSNIRA-UHFFFAOYSA-N 0.000 description 1
- YHRUOJUYPBUZOS-UHFFFAOYSA-N 1,3-dichloropropane Chemical compound ClCCCCl YHRUOJUYPBUZOS-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- GSNUFIFRDBKVIE-UHFFFAOYSA-N DMF Natural products CC1=CC=C(C)O1 GSNUFIFRDBKVIE-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001877 single-ion monitoring Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
- C07D251/34—Cyanuric or isocyanuric esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Sealing Material Composition (AREA)
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2009125334A JP5509674B2 (ja) | 2009-05-25 | 2009-05-25 | トリアリルイソシアヌレート及びその製造方法 |
EP10780473.4A EP2436678B1 (de) | 2009-05-25 | 2010-05-20 | Triallylisocyanurat und herstellungsverfahren dafür |
KR1020117025330A KR20120024559A (ko) | 2009-05-25 | 2010-05-20 | 트리알릴 이소시아누레이트 및 그의 제조방법 |
KR1020167020520A KR101753159B1 (ko) | 2009-05-25 | 2010-05-20 | 트리알릴 이소시아누레이트 및 그의 제조방법 |
KR1020177032802A KR101917639B1 (ko) | 2009-05-25 | 2010-05-20 | 가교제 및 밀봉재 |
CN201080022780.XA CN102448944B (zh) | 2009-05-25 | 2010-05-20 | 异氰脲酸三烯丙酯及其制造方法 |
EP15155216.3A EP2899184A1 (de) | 2009-05-25 | 2010-05-20 | Verwendung von triallyl-isocyanurat |
CN201510181301.3A CN104892978B (zh) | 2009-05-25 | 2010-05-20 | 含异氰脲酸三烯丙酯的交联剂和组合物 |
PCT/JP2010/058566 WO2010137518A1 (ja) | 2009-05-25 | 2010-05-20 | トリアリルイソシアヌレート及びその製造方法 |
KR1020177005497A KR20170026641A (ko) | 2009-05-25 | 2010-05-20 | 가교제 및 밀봉재 |
TW103145491A TWI603961B (zh) | 2009-05-25 | 2010-05-24 | Triallyl isocyanurate and its manufacturing method |
TW099116523A TWI508952B (zh) | 2009-05-25 | 2010-05-24 | Triallyl isopropyl cyanide and a process for producing the same |
US13/287,275 US8674092B2 (en) | 2009-05-25 | 2011-11-02 | Triallyl isocyanurate and process for producing the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2009125334A JP5509674B2 (ja) | 2009-05-25 | 2009-05-25 | トリアリルイソシアヌレート及びその製造方法 |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2013257645A Division JP2014122217A (ja) | 2013-12-13 | 2013-12-13 | トリアリルイソシアヌレート |
JP2013263313A Division JP2014139168A (ja) | 2013-12-20 | 2013-12-20 | 架橋剤および封止材 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2010270087A JP2010270087A (ja) | 2010-12-02 |
JP5509674B2 true JP5509674B2 (ja) | 2014-06-04 |
Family
ID=43222628
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2009125334A Active JP5509674B2 (ja) | 2009-05-25 | 2009-05-25 | トリアリルイソシアヌレート及びその製造方法 |
Country Status (7)
Country | Link |
---|---|
US (1) | US8674092B2 (de) |
EP (2) | EP2899184A1 (de) |
JP (1) | JP5509674B2 (de) |
KR (4) | KR20120024559A (de) |
CN (2) | CN104892978B (de) |
TW (2) | TWI603961B (de) |
WO (1) | WO2010137518A1 (de) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102449001B (zh) * | 2009-05-25 | 2014-04-23 | 日本化成株式会社 | 异氰脲酸三烯丙酯的储藏方法 |
WO2010137517A1 (ja) * | 2009-05-25 | 2010-12-02 | 日本化成株式会社 | トリアリルイソシアヌレート、トリアリルシアヌレート及びトリアリルイソシアヌレートの製造方法 |
CN102775364B (zh) * | 2012-07-31 | 2015-01-07 | 合肥工业大学 | 一种交联剂三烯丙基异氰尿酸酯的制备方法 |
CN102887868B (zh) * | 2012-09-18 | 2014-12-31 | 江苏科利新材料有限公司 | 一种三烯丙基异氰尿酸酯的制备方法 |
ES2635260T3 (es) | 2014-12-19 | 2017-10-03 | Evonik Degussa Gmbh | Sistemas correticulantes para láminas de encapsulado que comprenden compuestos de urea |
ES2632783T3 (es) | 2014-12-19 | 2017-09-15 | Evonik Degussa Gmbh | Sistemas de redes de cubierta para láminas de encapsulación que comprenden compuestos de bis-(alquenilamidas) |
CN106810505A (zh) * | 2017-03-02 | 2017-06-09 | 江苏华星新材料科技股份有限公司 | 一种异氰脲酸制备三烯丙基异氰脲酸酯的工艺 |
CN109694460B (zh) * | 2018-12-11 | 2021-04-20 | 万华化学集团股份有限公司 | 多官能度不饱和异氰酸酯三聚体及其制备和在分散体稳定剂中的应用 |
CN111253329B (zh) * | 2020-04-14 | 2022-11-29 | 湖南方锐达科技有限公司 | 一种三烯丙基异氰脲酸酯的制备工艺 |
CN111848532A (zh) * | 2020-07-23 | 2020-10-30 | 山东海益化工科技有限公司 | 三烯丙基异三聚氰酸酯生产工艺 |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3065231A (en) | 1958-08-06 | 1962-11-20 | Allied Chem | Production of triallyl isocyanurate |
US3376301A (en) * | 1960-08-24 | 1968-04-02 | Gulf Oil Corp | Method of producing triallylic isocyanurates |
US3322761A (en) * | 1965-07-14 | 1967-05-30 | Allied Chem | Purification of triallyl isocyanurate |
JPS4722588B1 (de) * | 1970-03-02 | 1972-06-24 | ||
JPS4826022B1 (de) * | 1970-05-03 | 1973-08-03 | ||
JPS4826022A (de) * | 1971-08-04 | 1973-04-05 | ||
US3965231A (en) | 1975-04-07 | 1976-06-22 | Modern Builders Supply Co. | Means and method for defeathering blocks |
JPS5835514B2 (ja) * | 1977-09-12 | 1983-08-03 | 日本化成株式会社 | イソシアヌル酸トリアルリルの製造方法 |
JPS5835515B2 (ja) | 1977-09-12 | 1983-08-03 | 日本化成株式会社 | イソシアヌル酸エステルの製造法 |
JPS5822118B2 (ja) * | 1978-03-31 | 1983-05-06 | 日本化成株式会社 | イソシアヌル酸トリアリルの製造法 |
JPS5835515A (ja) | 1981-08-28 | 1983-03-02 | Canon Inc | 液晶表示装置 |
JPH0692329B2 (ja) * | 1986-06-04 | 1994-11-16 | 昭和電工株式会社 | アリルクロライドの製造方法 |
JPH0826022A (ja) * | 1994-07-18 | 1996-01-30 | Mitsubishi Motors Corp | ヘッドランプ点灯回路 |
JPH11255753A (ja) * | 1998-03-10 | 1999-09-21 | Nissei Kagaku Kogyo Kk | 高品位トリアリルイソシアヌレートとその製造方法 |
JP2006036876A (ja) | 2004-07-26 | 2006-02-09 | Du Pont Mitsui Polychem Co Ltd | 太陽電池封止材及びそれを用いた太陽電池モジュール |
JP2007115840A (ja) | 2005-10-19 | 2007-05-10 | Kyocera Corp | 配線基板および配線基板の製造方法 |
DE102006032167B4 (de) * | 2006-07-12 | 2014-11-27 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Triallylisocyanurat (TAIC) |
-
2009
- 2009-05-25 JP JP2009125334A patent/JP5509674B2/ja active Active
-
2010
- 2010-05-20 EP EP15155216.3A patent/EP2899184A1/de not_active Ceased
- 2010-05-20 CN CN201510181301.3A patent/CN104892978B/zh active Active
- 2010-05-20 EP EP10780473.4A patent/EP2436678B1/de active Active
- 2010-05-20 KR KR1020117025330A patent/KR20120024559A/ko not_active Application Discontinuation
- 2010-05-20 KR KR1020167020520A patent/KR101753159B1/ko active IP Right Grant
- 2010-05-20 WO PCT/JP2010/058566 patent/WO2010137518A1/ja active Application Filing
- 2010-05-20 KR KR1020177005497A patent/KR20170026641A/ko active Search and Examination
- 2010-05-20 KR KR1020177032802A patent/KR101917639B1/ko active IP Right Grant
- 2010-05-20 CN CN201080022780.XA patent/CN102448944B/zh active Active
- 2010-05-24 TW TW103145491A patent/TWI603961B/zh active
- 2010-05-24 TW TW099116523A patent/TWI508952B/zh active
-
2011
- 2011-11-02 US US13/287,275 patent/US8674092B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
KR20160096209A (ko) | 2016-08-12 |
EP2899184A1 (de) | 2015-07-29 |
KR101917639B1 (ko) | 2018-11-13 |
CN102448944A (zh) | 2012-05-09 |
CN104892978B (zh) | 2018-11-13 |
JP2010270087A (ja) | 2010-12-02 |
KR20120024559A (ko) | 2012-03-14 |
KR101753159B1 (ko) | 2017-07-03 |
WO2010137518A1 (ja) | 2010-12-02 |
CN104892978A (zh) | 2015-09-09 |
TW201512179A (zh) | 2015-04-01 |
KR20170026641A (ko) | 2017-03-08 |
EP2436678A4 (de) | 2012-11-07 |
KR20170127077A (ko) | 2017-11-20 |
TW201111353A (en) | 2011-04-01 |
TWI508952B (zh) | 2015-11-21 |
US8674092B2 (en) | 2014-03-18 |
EP2436678B1 (de) | 2016-04-20 |
TWI603961B (zh) | 2017-11-01 |
US20120095224A1 (en) | 2012-04-19 |
EP2436678A1 (de) | 2012-04-04 |
CN102448944B (zh) | 2017-06-20 |
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